Process of producing formaldehyde preparations.



UNITED STATES PEENT oEFroE.

PAUL ROSENBERG, or BERLIN, GERMANY.

, PROCESS OF PRODUQ1NG FORMALDEHYDE PREPARATIONS.

Specification of Letters Patent.

Patented April 9, 1907.

Application filed June 23; 1966. Serial No. 323.178. (Speoimens.)

To all whom it may'concern:

Be it known that I, PAUL RosENBERG, a subject of the German Emperor, and a resident of Berlin, Kingdom of Prussia, German mpire, have invented new and, useful Improvements in Processes of Producing Formaldehyde Pre arations for Internal Medical Use, of which t e following is a specification.

For using formaldehyde preparations for therapeutical' urposes forinternal com laints two points ave to' be considers On the one hand, the formaldehyde should be chemically bound in such preparations so far that its disagreeable quallties, above all its.

sharp odor, is avoided. On the other hand, it is necessary that the formaldehyde-will easily'and completely split off in the human body.

. Among the known combinations offormah dehyde' and albumin, hydrocarbons, and the like we find none which will easily and reliabl split ofi the formaldehyde in the body an represent chemic ally-uniform substances. It has been found that formaldehydewith lactose will give combinations which roduce durable solid preparations ada to to be administered to patients in oses which when takeninternally will easily and abunder varying conditions.

dantly split "off formaldehyde.

The reactions between lactose and formal'-' dehyde will proceed in various manners unlained by the large number of available alcoolic hydroxyl roups contained in the lactose. Among t ese groups, again, there are some-which are equally well" suited for the process of reaction, whereas others, owin to their relation to the aldehyde ou an to the whole structure of the mo ecu e, represent a class of their own. I 1

By numerous experiments the laws of the reaction between lactose and formaldehyde were examined, and it' was found that the.

combinations bestsuited for therapeutical purposes could be synthetized in known manner by an experimental arrangement.

It was observed that the reaction proceeded considerably difierent at a temperature of 70' centigrade if the concentration was effected in a vacuum than under ordinary circumstances. ,The table following" farther down showing the experiments in T which lactose was made to react with various quantities of formalin at a, warmtem perature shows that at ordinary ressure ac cording" to the quantity of forma 6 1th1"8.

- and the alkylationof various su ars. reaction of lactose-formaldehyf effected with the above proportions under rapid concentration in vacuum, until a conwhite solid substance.

This may be ex-" 3 gm. lactose-k7 corn. formalin centration of 323-3 Baum is obtained and the product then dried under ordinary pressure, a new combination is obtained with certainty, which combinesifive molecules of formaldehyde bound to one molecule of lactose.

suited in the best manner possible for internal The-new compound forms a crystalline This combination is.

therapeutical purposes and for the use of solid formaldehyde for disinfecting the mouth as a substitute for gargling-water. The combinanation has no odor and Will split off uniformly 'formaldehyde inside the mouth.

.- At ordrnary temperature combinations were obtained with the following contents of formaldehyde: Three grams of lactose well dried, treated with varyingquantities of for .m'alin and dried at ordinary pressure at about 65"centigrade. In order to enable a uniform dryingilass beads were rmxed lnto the product. ter drying the contents of formaldeh de was" ascerta ned by. titration by the sul (1' method. Both method and solution were repeatedly tested. r The following results were obtained:

3 gm. lactose +3-r-cmyformalin 0.894 gm. 0H,0=22.9 OH,() 3 gm. lactose-} -5 com. formalin= I 1.02 gm. -GH,O'=25.3'% (3H,,O

p 1.854 mcrrp es 3 lactose -H 8 com. formalin '3, lactos6+10 ccniJ-folinalm: 1

- 1.05s gmiQiHp 25.6

ResultrU to. 3 lactose equa s percent, fromccm.

formalin to 3 gm. lactose equals $82-44 per cent. in product.

The, product is obtained by evaporating one and one-half parts of a forty-per-cent. aqueous solution of formaldehyde with one part of purelactose in a vacuum at a temperature of 60-7 0 c'entigrade to 3233 Baum and drying under ordinary pressure at the same temperature of 60"70 centigrade until a constant weight is obtained. By analysis it is found that by this procedure always a combination of five molecules of formaldehyde with one molecule of lactose is obtained. The product is also obtained if a quantity of formaldehyde larger than abovesaid in proportion to the lactose is employed. If, on the contrary, the experimental arrangement is made so that less formaldehyde is employed thanmentioned in proportion to the quantity of lactose, .products of variable composition with low contents of formaldehyde are obtained. The same is the case if the procedure is carried out in an open dish, the proportions of lactose and formaldehyde being the correct ones. Instead of the aqueous solution of the formaldehyde also its product of polymerization, trioxymethylene, canbe used.

The new preparation when dry is a solid white crystalline substance and has no odor of formaldehyde. Contrary to lactose it is easily soluble in alcohol. By heating the alcoholic solution to from 7 0 centigrade it is decomposed, so that formaldehyde is split off, and the lactose then becoming free will precipitate in form of a white crystalline substance in the alcoholic solution. Hereby, and also in accordance with the analytical values, itis evident that actually a uniform, heretofore not described, easily decomposing combination is produced. This combination isv easily soluble in alcohol, as also in acetone and in water.

Example: Fifteen kilo rams of forty-percent. aqueous solution of formaldehyde are well mixed with ten kilograms of pure lactose and heated in a vacuum of about fifty to one hundred millimeters pressure, advantageously at a temperature of centigrade, when solution will take place. Evaporation is carried on in the vacuum until the contents are of 3233 Baum. The remaining syrupy viscid liquid, which contains besides water a surplus of formaldehyde, is thereuponcompletely dried at 6570 centigrade under ordinary pressure in a suitable drying apparatus.

' Theoretically calculated,

(3 ,1 1, 0 H O CH,O

will give C 40.00%; H=, 6.67%; formaldehyde=29.41 Actually found by analysis were: C=40.15; 39.69; 40.56%; average, 40.13%; H=6.94; 6.96; 7.02%; average, 6.97%; formaldehyde=30.44; 30.20;

Having now described my invention, what I claim, and desire to secure by Letters Patent of the United States, is

1. The process of producing a novel formaldehyde-lactose preparation for internal therapeutical use which contains one molecu lar proportion of lactose to five molecular proportions of formaldehyde consisting in evaporating the formaldehyde solution and lactose in a Vacuum.

2. The" process of producing a novel for maldehyde-lactose preparation for internal therapeutical use which contains one molecular proportion of lactose to five molecular proportions of formaldehyde consisting in evaporating the aqueous formaldehyde solution and lactose in a vacuum at a tempera- 'ture-of from 60 to 70 centigrade.

3. The process of producing. a novel formaldehyde-lactose preparation for internal therapeutical use which containsone molecular proportion of lactose to five molecular proportions of formaldehyde consisting in evaporating the aqueous formaldehyde solution containing more than fivemolecular proportions of formaldehyde and one molecular proportion of lactose in a vacuum at a temperature offrom 60 to 70 centigrade and drying the resulting product at the same temperature under ordinary pressure.

4. As a novel composition of matter a formaldehyde-lactose preparation for internal therapeuticaluse composed of one molecular proportion of lactose to five molecular proportions of formaldehyde, existing in form of a white crystalline substance devoid of the sharp odor of the formaldehyde and adapted to easily split into its two component parts when it is administered.

In testimony whereof I affix my, signature in presence of two witnesses.

PAUL ROSENBERG.

Witnesses:

HENRY HAsPER, WOLDEMAR HAUPT. 

